1.1: 96 percent / NaOCl; 2,2,6,6-tetramethylpiperidin-N-oxyl; aq. NaHCO3 / CH2Cl2 / 0 °C 2.1: N,N-diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C 2.2: 31 percent / tetrahydrofuran; hexane / 16 h / 20 °C 3.1: 86 percent / tetrabutylammonium fluoride / tetrahydrofuran / 4 h / 20 °C 4.1: 46 percent / Ph3P; imidazole; iodine / tetrahydrofuran / 2 h / 20 °C View Scheme

1.1: 96 percent / NaOCl; 2,2,6,6-tetramethylpiperidin-N-oxyl; aq. NaHCO3 / CH2Cl2 / 0 °C 2.1: N,N-diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C 2.2: 31 percent / tetrahydrofuran; hexane / 16 h / 20 °C 3.1: 86 percent / tetrabutylammonium fluoride / tetrahydrofuran / 4 h / 20 °C 4.1: 46 percent / Ph3P; imidazole; iodine / tetrahydrofuran / 2 h / 20 °C 5.1: 84 percent / Bu3SnH; BEt3 / toluene / 20 °C View Scheme

1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / -78 °C / |Inert atmosphere 2: (N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)CuOtBu; 1,1,3,3-tetramethyldisiloxane; cesium fluoride / 1,4-dioxane / 6 h / 0 - 25 °C / |Inert atmosphere View Scheme

1: 2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; sodium hydrogencarbonate; potassium bromide; NaClO / dichloromethane; water / 0.25 h / 0 °C / |Inert atmosphere 2: n-butyllithium / tetrahydrofuran / 1.5 h / 0 - 23 °C / |Inert atmosphere 3: hydrogenchloride / water; methanol / 0.5 h / 23 °C / |Inert atmosphere View Scheme